
Pet-friendly holiday rentals in Leeward
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Leeward
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Ocean Seacret, Pool Gated Clean Ocean & Canal view
This 3-bedroom 2-bath stunning villa is situated in a secluded neighborhood, has panoramic views of the ocean, lake, & canal; enjoy the essence of island life. It's a 7 minutes drive to GraceBay Beach or enjoy a swim in pvt pool. The villa features AC units,a washer/dryer A concierge to assist with groceries, tours etc Car rental options are provided, along with the services of an award-winning celebrity private chef, who can prepare pre arrival meal & a floating breakfast/ brunch in your pool.

The ONE at Grace Bay
Discover paradise in our 2-bed, 2-bath condo nestled in the heart of Grace Bay! With its prime location, you'll be just steps away from the world-renowned, stunning turquoise waters and white sand beaches. Our condo offers a fully equipped kitchen, private patio, shared pool, BBQ area, and gym. Ideal for relaxation and exploration, immerse yourself in island life, local shops, and dining. Your perfect getaway begins here. Book now for an unforgettable experience. Follow @theoneatgracebay!

Sweet Escape Villa Waterfront Kayak + SUV BOAT Opt
Sweet Escape Villa is located on a beautiful waterfront property just 1/2 mile south of the #1 beach in the world "Grace Bay Beach". Gated entrance to this 1 acre manicured property featuring mature palm trees, beautiful gardens with flowering shrubs, providing lots of privacy and natural beauty. There is 75 feet of oceanfront with a dockside patio to relax and enjoy. A Floating dock to launch the kayak and explore the canal system down to Turtle Lake & southside marina. Mgmt Fee is for AC

Hopewell Villa East/Pool & walk to Gracebay Beach
Located 5 minutes from GraceBay Beach, is Hopewell Villa East. This spacious 2 bedrooms 2 bath house is located just 2 streets from Grace Bay Beach and Coco Bistro Restaurant in a quiet, peaceful and safe residential neighborhood. If you are looking for a new, modern, clean, affordable, kids and family-friendly rental and minutes away from some of the most beautiful beaches in the world, look no further! **We have rental cars,suv and van available. Please let me know of your interested.**

Best deal on island! On the water w/pool!
♥♥ The studio is a secluded get-away place apart from the tourist areas. It overlooks the lake of Juba Sound National Park. The studio is only a 10-minute drive to the world-famous Grace Bay Beach and Longbay Beach (kiteboarding beach)! Restaurants and nightlife are also close by. The studio is in a secure, quiet location where you can relax and enjoy your vacation. This studio is ideal for singles, couples, and kiteboarders. You will need to rent a car for better convenience and freedom!

2 Bdrm Condo Grace Bay a quick walk too the Beach
Enjoy your vacation in our spacious newly renovated modern 2 bedroom condo nestled in the heart of Grace Bay. Just a few minutes stroll to Grace bay Beach were sun bathing, swimming and snorkelling awaits you. In the pristine waters of the No. 1 Best Beach in the Caribbean and No. 2 Best Beach in the World in 2020 according to Trip advisor 2020 Travellers’ Choice® Awards. Or take a 5 minute walk and enjoy some retail therapy on Grace Bay strip with our world class cuisine and shopping .

Tree Tops Villa - Grace Bay
Tree Tops Villa is located in the heart of Grace Bay, a very short walk from the world-renowned beach of Grace Bay, and all the wonderful restaurants, bars and shops of the area. Why pay for Grace Bay resort prices, when you can have the same experience, in your own private unit, with shared pool, for a fraction of the cost. We provide a very personal service that will ensure your vacation in Turks & Caicos is one that is filled with wonderful memories and joy. Book with us today!

BeachHaus Villa with ocean view and private pool
Newly renovated Villa. Enjoy breathtaking panoramic ocean views from your private terrace, or from your second floor master suite balcony in our bright and modern villa. Fully-equipped open concept kitchen featuring a gas range, and dishwasher. Reliable wifi. Master with , ensuite with rainforest and hand-shower, wood barn doors, and private balcony with outshower. Pool and outdoor living. Ideal for families. Safe, quiet and central neighborhood, 3 minute walk to the beach!

Gated Condo in Grace Bay/ Short Walk to Everything
This studio in Grace Bay offers comfort and convenience. It's a few minutes walk to the beach, grocery stores, restaurants, activities, and a medical center. The Caicos Key condo is new and includes a 55-inch smart TV with Fire Stick, fast Wi-Fi, a dishwasher, and a washer/dryer combo. For your security, the property has a smart lock and is gated. Guests can also use the swimming pool and BBQ area. We aim to make your stay comfortable and can provide anything you need on demand.

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY
Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

"The Nest Cozy Cottage"
“The Nest” Spacious and modern 1 bedroom cottage sits amongst a well-manicured garden with majestic swaying palms. Less than 150 steps away from the famous Grace Bay Beach. This cozy sanctuary is quiet and bears the true beauty of itself, it’s perfect for honeymooners or if you’re just seeking for some quiet and down time. Complete with high-speed internet, cable TV and all amenities one need for the perfect vacation, The Nest is where you want to be.

Private Pool Villa w/ BBQ, & Fire Pit + Near Beach
- Escape to a private villa with a sparkling pool, BBQ, and cozy outdoor lounges - Relax by the fire pit or enjoy a meal in the shaded patio area - All bedrooms come with private baths and are designed for comfort - A pet-friendly retreat, welcoming one small dog under 10 lbs - Book now to experience your perfect getaway, comfort and convenience await
Popular amenities for Leeward pet-friendly home rentals
Pet-friendly house rentals

20% Off June 15-17! Walk To Beach/Pool* -CV41

Enjoy a peaceful and affordable stay in Paradise ☺

Metopium - 2/1 Secluded Getaway

20% Off June 7-16! Grace Bay, Pool, Views! (#4)*

Four Bedroom villa 5 minutes to Grace Bay Beach

Ocean Seacret Views/Gated & Pool

20% Off June Week Days, Walk To Beach/Pool-CV41

20% Off June Week Days Walk To Beach -Pool-CV41
Pet-friendly home rentals with a pool

Grace Bay View Top Floor Condo

Blue Flamingo Villa - Paradise Is a Lifestyle!

Waterfront 3BR Villa w/ Pool, Canal View , Parking

Nirvana's Nest

Turks & Caicos Oceanfront Villa w/Pool and Dock

A Piece of Paradise

Condo in Turtle Cove with Pool and Gym

Sunrise Ridge Amazing 2 Bed Home
Private, pet-friendly home rentals

Cozy 1 bedroom Guest House

Beautiful Property- Walk to Beach! -CV41-1

Steady Winds Hideaway - Turtle Villa 1 King Bed

Stunning Yacht Club, Walk to Beach, Great Reviews!

Spacious modern villa w/hot tub. Walk to Beach.

Guest house/ Pool -Volleyball | Walk to Beach

The Dough Knot Sleeper

20% Off June 12-16! Ocean Views, Grace Bay!(#3)
Quick stats about holiday rentals that are pet-friendly in Leeward

Total holiday rentals
Explore 20 holiday rentals in Leeward

Nightly prices starting at
Leeward holiday rentals start at £165 per night before taxes and fees

Verified guest reviews
Over 920 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Leeward holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Leeward rentals

4.9 Average rating
Leeward stays are highly rated by guests – averaging 4.9 out of 5!
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